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4-Aminoantipyrine

4-Aminoantipyrine Structure
CAS No.
83-07-8
Chemical Name:
4-Aminoantipyrine
Synonyms
4-AAP;AMPYRONE;AMINOANTIPYRINE;4-AMINOPHENAZONE;4-Amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one;4-AMINOANTIPYRIN;4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE;4-AMINO-1,5-DIMETHYL-2-PHENYL-1,2-DIHYDRO-PYRAZOL-3-ONE;NSC 60242;Minoazophene
CBNumber:
CB7485059
Molecular Formula:
C11H13N3O
Molecular Weight:
203.24
MOL File:
83-07-8.mol
MSDS File:
SDS
Modify Date:
2024/3/25 11:48:53

4-Aminoantipyrine Properties

Melting point 105-110 °C(lit.)
Boiling point 340 C
Density 0.8
refractive index 1.4930 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: 0.1 g/mL, clear
pka pK1: 4.94(+1) (25°C)
form Powder or Crystals
color Yellow to yellow-brown
PH 7.1 (100g/l, H2O, 20℃)(slurry)
Odor Odorless
Water Solubility ca. 500 g/L (20 ºC)
Merck 14,591
BRN 181635
Stability Stable. May be light sensitive.
LogP -0.257 (est)
CAS DataBase Reference 83-07-8(CAS DataBase Reference)
NIST Chemistry Reference Aminoantipyrene(83-07-8)
EPA Substance Registry System 4-Aminoantipyrene (83-07-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22-36/37/38-20/21/22
Safety Statements  26-36-36/37/39
WGK Germany  3
RTECS  CD2480000
8-9-23
Hazard Note  Harmful
TSCA  Yes
HS Code  29331190
Toxicity LD50 orally in Rabbit: 1700 mg/kg
NFPA 704
1
2 1

4-Aminoantipyrine price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A4382 4-Aminoantipyrine reagent grade 83-07-8 10G ₹5434.15 2022-06-14 Buy
Sigma-Aldrich(India) A4382 4-Aminoantipyrine reagent grade 83-07-8 25G ₹5748.08 2022-06-14 Buy
Sigma-Aldrich(India) A4382 4-Aminoantipyrine reagent grade 83-07-8 50G ₹6430.05 2022-06-14 Buy
Sigma-Aldrich(India) A4382 4-Aminoantipyrine reagent grade 83-07-8 100G ₹9125.48 2022-06-14 Buy
Sigma-Aldrich(India) A4382 4-Aminoantipyrine reagent grade 83-07-8 250G ₹17298.35 2022-06-14 Buy
Product number Packaging Price Buy
A4382 10G ₹5434.15 Buy
A4382 25G ₹5748.08 Buy
A4382 50G ₹6430.05 Buy
A4382 100G ₹9125.48 Buy
A4382 250G ₹17298.35 Buy

4-Aminoantipyrine Chemical Properties,Uses,Production

Chemical Properties

Amber crystalline powder

Application

4-aminoantipyrine is the most widely used analytical reagent for the estimation of phenol. It is used as a reagent for glucose determination in the presence of peroxidase and phenol. It is also used as indicator for trace phenol determinations in water.
Phenolic compounds were determined by buffering the sample to a pH of 10.0 and adding 4-aminoantipyrine to produce a yellow or amber colored complex in the presence of ferricyanide ion. The colour is intensified through extraction of the complex into chloroform. Measurement of this colour quantitatively determines the phenol concentration of the sample.

Uses

4-Aminoantipyrine is a metabolite of aminopyrine, having both analgesic and anti-inflammatory properties. It readily forms metal complexes due to its amino nitrogen, a strong coordination site.
4-aminoantipyrine forms Schiff bases when treated with aldehydes/ketones, which are used in chemosensing applications.
Coupling Reagent for Trinder's reagent in colorimetric hydrogen peroxide detectionassays.
Forms highly stable dyes by coupling with Trinder's reagent in presence of Peroxidase and H2O2. Therefore suitable for use in test strip and solution diagnostics.

Definition

ChEBI: 4-aminoantipyrine is a pyrazolone, a member of the class of pyrazoles that is antipyrine substituted at C-4 by an amino group. It is a metabolite of aminopyrine and of metamizole. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antirheumatic drug, a peripheral nervous system drug, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antipyretic, a drug metabolite and a marine xenobiotic metabolite. It is a primary amino compound and a pyrazolone. It derives from an antipyrine.

Preparation

synthesis of 4-aminoantipyrine: Antipyrine is nitrosated by sodium nitrite, reduced by ammonium bisulfite and ammonium sulfite, hydrolyzed by sulfuric acid, and finally neutralized with liquid ammonia to obtain 4-aminoantipyrine.

General Description

4-Aminoantipyrine forms heterocyclic Schiff bases, by reaction with various aldehydes and oximes. These Schiff bases form stable complexes with transition metals.

Purification Methods

It crystallises from EtOH or EtOH/ether. [Beilstein 25 III/IV 3554.]

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4-Amine-2,3-dimethyl-lphenyl-5-pyrazolone-[5],Ampyrone 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-on AKOS BBS-00007964 AMINOANTIPYRINE, 4- AMINOANTIPYRINE REAGENT AMINOPHENYZONE 1-PHENYL-2,3-DIMETHYL-4-AMINOPYRAZOLONE 1,5-DIMETHYL-2-PHENYL-4-AMINOPYRAZOLONE 4-AMINOANTIPYRENE 4-AMINOANTIPYRINE 4-AMINOANTIPYRINE REAGENT 4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLINE-5-ONE 4-AMINO-1,3-DIMETHYL-2-PHENYL-3-PYRAZOLONE 4-AMINO-1,5-DIMETHYL-2-PHENYL-3H-PYRAZOL-3-ONE 4-Amino-1,5-dimethyl-2-phenyl-3-pyrazolone 1,5-dimethyl-2-phenyl-4-aminopyrazolin 4-AMINOANTIPYRINE [4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLIN-5-ONE] 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, Ampyrone 1,2-Dihydro-1,5-dimethyl-2-phenyl-4-amino-3H-pyrazol-3-one 1-Phenyl-2,3-dimethyl-4-amino-5-pyrazolone 4-Amino-2,3-dimethyl-1-phenyl-5-pyrazolone 4-Aminoantipyrine [for Biochemical Research] 4-Aminoantipyrine,98% 4-Aminoantipyrine;4-aminophenazone 4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYR-AZOL IN-5-ON R. G., REAG. PH. EUR. I 4-AMINOANTIPYRINE FREE BASE 4-AminoantipyrinePuriss 4-AminoantipyrinePuriss(4-Aminophenazone) 4-AMINOBENZENE SULFONIC ACID( Sulphanilic Acid) 4-Amino-1,5-dimethyl-2-phenyl-4-pyrazolin-3-one Aminoantipyrene 4-amino antipyirine 4-AMINOANTIPYRIDINE (AMPYRONE) AMINOANTIPYRINE, 4-(RG) 4-Aminoantipyrine,4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, Ampyrone 4-Aminoantipyrine p.a. AMINOANTIPYRINE, 4-(AMPYRONE)(RG) 4-AMINOANTIPYRINERESEARCH GRADE 1,5-Dimethyl-2-phenyl-4-aminopyrazoline 1-Phenyl-2,3-dimethyl-4-aminopyrazloone-[5] 3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl- 3-Pyrazolin-5-one, 4-amino-2,3-dimethyl-1-phenyl- 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one, 4-Aminophenazone (2,3-Dihydro-1,5-diMethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)aMine Minoazophene NSC 60242 (2,3-Dihydro-1,5-(diMethyl-d3)-3-oxo-2-phenyl-1H-pyrazol- 4-yl)aMine 1,2-Dihydro-1,5-(diMethyl-d3)-2-phenyl-4-aMino-3H-pyrazol-3-one 4-AMino-1,2-dihydro-1,5-(diMethyl-d3)-2-phenyl-3H-pyrazol-3-one 4-AMinoantipyrine-d3 4-Aminophenazone 4-AA 4-AMinoantipyrine  4-AMinoantipyrine, 98% 100GR 4-AMinoantipyrine, 98% 25GR 4-AMINO-2,3-DIMETHYL-1-PHENYL-3-PYRAZOLI 4-Aminoantipyrine puriss. p.a., Reag. Ph. Eur., >=99% FORMAMIDE DEIONIZED ULTRA PURE GRADE 4-Aminoantipyine